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Puerto Plata

$206+ Cheap flights from Chicago (CHI) to Puerto Plata, Dominican Republic (POP)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 7/29. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — POP
jun. 21 — jun. 281
sáb. 6/21
sáb. 6/28
1 adult, Economy
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Cheap flight deals from Chicago to Puerto Plata

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Puerto Plata (POP). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated junio 16, 2025.

Round-trip from

$600
(American Airlines)

One-way from

$206
(JetBlue)

Popular in

November

Cheapest in

January

Average price

$725
From Chicago (CHI) to Puerto Plata La Union
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One-way flight from Chicago (CHI) to Puerto Plata La Union
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Highest demand for flights based on searches. 8% potential increase in price ($58 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($16 potential savings vs. average RT price).
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Average for round-trip flights in June 2025
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Find flight deals from Chicago to Puerto Plata

Cheapest flights from Chicago to Puerto Plata
Explore the most affordable flight options available from Chicago to Puerto Plata. Find the lowest fares from popular airlines and budget airlines, with prices last updated on junio 16, 2025.

This FlightHub deal was found by Cheapflights users on 6/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 10/283:35 pmORD - POP
1 stop20h 20mAir Canada
mar. 11/42:50 pmPOP - ORD
1 stop20h 07mAir Canada
Deal found 6/14$514
This American Airlines deal was found by Cheapflights users on 6/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 10/225:00 amORD - POP
1 stop6h 30mAmerican Airlines
mié. 10/291:30 pmPOP - ORD
1 stop8h 41mAmerican Airlines
Deal found 6/14$575
This Delta deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 11/226:00 amORD - POP
1 stop7h 25mDelta
vie. 11/284:45 pmPOP - ORD
1 stop9h 08mDelta
Deal found 6/15$630
This JetBlue deal was found by Cheapflights users on 6/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 7/2912:06 pmORD - POP
1 stop8h 46mJetBlue
mar. 8/511:01 pmPOP - ORD
1 stop12h 46mJetBlue
Deal found 6/13$718
This WestJet deal was found by Cheapflights users on 6/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure WestJet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 12/254:45 pmORD - POP
2 stops45h 00mWestJet
dom. 1/44:40 pmPOP - ORD
2 stops25h 15mWestJet
Deal found 6/14$1,664

Cheapflights Fare Finder

Customize your flight search to find flights from Chicago to Puerto Plata that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated junio 16, 2025.
Use the filters below to find and compare flights from Chicago to Puerto Plata that are best for you.

Fly from

Chicago

Fly to

Puerto Plata

Route

Depart

Return

Price

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

sáb. 8/16

7:05 pm-12:55 pm

1 stop16h 50m

Puerto Plata La Union

sáb. 8/23

1:45 pm-10:41 pm

1 stop9h 56m

$600

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

mar. 7/29

12:06 pm-9:52 pm

1 stop8h 46m

Puerto Plata La Union

mar. 8/5

11:01 pm-10:47 am

1 stop12h 46m

$718

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

mar. 7/29

12:06 pm-9:52 pm

1 stop8h 46m

$206

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

mar. 7/29

5:15 am-3:12 pm

2 stops8h 57m

$324

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

dom. 7/20

6:25 pm-3:12 pm

2 stops19h 47m

$481

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/14

Best time to book a flight from Chicago to Puerto Plata

Have a flexible travel schedule? Discover the best time to fly to Puerto Plata from Chicago with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Chicago to Puerto Plata

What is the cheapest month to book a flight from Chicago to Puerto Plata?

Currently, January is the cheapest month in which you can book a flight from Chicago to Puerto Plata (average of $413). Flying from Chicago to Puerto Plata in June is currently the most expensive (average of $626). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from CHI to POP?

Find hourly flight availability from Chicago to Puerto Plata. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated junio 16, 2025.

Unlike in the afternoon, when flights are generally more expensive, you can save up to 4% on flights from Chicago to Puerto Plata by exploring options for tickets in the morning.

Reviews of airlines servicing Puerto Plata

Get insights into the airlines that provide service to Puerto Plata. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Puerto Plata. Reviews last updated junio 16, 2025.
JetBlue
7.3
Good
2,922 reviews

Crew

8.0

Comfort

7.6

Boarding

7.5

Entertainment

7.3

Overall

7.3

Food

6.7

Reviews

1 / 20
10.0
Excellent

Geri,May 2025

RSW - BOS

Full flight, even thought I had priority A boarding, the flight was more than 1/2 full with Mint & Mosaic members, before I could board and get overhead space.
JetBlue
7.3
Good
2,922 reviews
JetBlue
7.3
Good
2,922 reviews

Crew

8.0

Comfort

7.6

Boarding

7.5

Entertainment

7.3

Overall

7.3

Food

6.7

Reviews

1 / 20
10.0
Excellent

Geri,May 2025

RSW - BOS

Full flight, even thought I had priority A boarding, the flight was more than 1/2 full with Mint & Mosaic members, before I could board and get overhead space.
American Airlines
7.2
Good
10,000 reviews
JetBlue
7.3
Good
2,922 reviews

Crew

8.0

Comfort

7.6

Boarding

7.5

Entertainment

7.3

Overall

7.3

Food

6.7

Reviews

1 / 20
10.0
Excellent

Geri,May 2025

RSW - BOS

Full flight, even thought I had priority A boarding, the flight was more than 1/2 full with Mint & Mosaic members, before I could board and get overhead space.
British Airways
6.6
Okay
7,019 reviews
JetBlue
7.3
Good
2,922 reviews

Crew

8.0

Comfort

7.6

Boarding

7.5

Entertainment

7.3

Overall

7.3

Food

6.7

Reviews

1 / 20
10.0
Excellent

Geri,May 2025

RSW - BOS

Full flight, even thought I had priority A boarding, the flight was more than 1/2 full with Mint & Mosaic members, before I could board and get overhead space.

Related info for your journey

Find useful and relevant information for your journey from Chicago to Puerto Plata. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Puerto Plata from Chicago?

    For a flight from Chicago to Puerto Plata, you will be flying into La Union. Puerto Plata La Union (POP) is just 8.6 mi from the center of the city. La Union is the only Puerto Plata airport and it handles 0 inbound flights from Chicago per day. 2 airlines have flights to Puerto Plata La Union from Chicago on a regular basis.

  • What are the cheapest airlines flying from Chicago to Puerto Plata round-trip?

    Our cheapest airline available from Chicago to Puerto Plata is American Airlines. Our recent data shows that you can find tickets from as low as $600 on this airline. An additional option worth looking into is JetBlue, starting at $718. Users have found that American Airlines is 11% cheaper than the other options available to this destination.

  • What are the cheapest airlines to fly from Chicago to Puerto Plata one-way?

    The cheapest airlines for a one-way flight from Chicago to Puerto Plata are JetBlue ($206), American Airlines ($324), and British Airways ($481).

  • Can I find deals for flights from Chicago to Puerto Plata that include hotel bookings?

    Yes. In addition to deals on Chicago to Puerto Plata flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chicago to Puerto Plata?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to Puerto Plata.

  • Can I find deals for business class flights from Chicago to Puerto Plata?

    Yes. Cheapflights offers flight deals from Chicago to Puerto Plata by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Chicago to Puerto Plata?

    Currently, January is the cheapest month in which you can book a flight from Chicago to Puerto Plata (average of $413). Flying from Chicago to Puerto Plata in June is currently the most expensive (average of $626). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

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Alternative routes for Chicago to Puerto Plata

See prices for flight routes from nearby airports that may be better suited for you.
O'Hare Intl to Puerto Plata flights
St. Louis to Puerto Plata flights

Top 2 airlines flying from Chicago to Puerto Plata

Discover the top 2 airlines that operate flights from Chicago to Puerto Plata. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated junio 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$389Average$540FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$497Average$722FlexibilityNo cancel feeOn-time71%

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